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Synfacts 2009(8): 0820-0820  
DOI: 10.1055/s-0029-1217506
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Apoptolidin A

Contributor(s): Philip Kocienski
M. T. Crimmins*, H. S. Christie, A. Long, K. Chaudhary
University of North Carolina at Chapel Hill, USA
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Publikationsdatum:
23. Juli 2009 (online)

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Significance

Apoptolidin A selectively induces apoptosis in rat ganglia cells transformed with the adenovirus E1A oncogene. The Crimmins group synthesized apoptolidin A from four key fragments (B, C, D, E) using glycosidation, cross-metathesis and macrolactonization fragment linkage reactions. The order of fragment linkage is delineated in the scheme.